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4403-70-7 Usage

Chemical Properties

Pale brown low melting solid

Synthesis Reference(s)

Synthetic Communications, 25, p. 863, 1995 DOI: 10.1080/00397919508013422

Check Digit Verification of cas no

The CAS Registry Mumber 4403-70-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,0 and 3 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 4403-70:
(6*4)+(5*4)+(4*0)+(3*3)+(2*7)+(1*0)=67
67 % 10 = 7
So 4403-70-7 is a valid CAS Registry Number.
InChI:InChI=1/C7H10N2/c8-5-6-2-1-3-7(9)4-6/h1-4H,5,8-9H2

4403-70-7 Well-known Company Product Price

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  • TCI America

  • (A1431)  3-Aminobenzylamine  >98.0%(GC)(T)

  • 4403-70-7

  • 5g

  • 320.00CNY

  • Detail
  • TCI America

  • (A1431)  3-Aminobenzylamine  >98.0%(GC)(T)

  • 4403-70-7

  • 25g

  • 990.00CNY

  • Detail

4403-70-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Aminobenzylamine

1.2 Other means of identification

Product number -
Other names 3-(Aminomethyl)aniline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4403-70-7 SDS

4403-70-7Synthetic route

m-cyanoaniline
2237-30-1

m-cyanoaniline

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol100%
With C28H29Cl2CoNP2; hydrogen; sodium triethylborohydride In 1,4-dioxane at 80℃; under 37503.8 Torr; for 6h;75%
In methanol; palladium-carbon0.516 g (~100%)
3-nitrobenzaldoxime
3431-62-7

3-nitrobenzaldoxime

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
With sodium tetrahydroborate at 20℃; for 0.0333333h; neat (no solvent, solid phase);95%
With borohydride exchange resin; nickel diacetate In methanol at 25℃; for 10h;82%
3-nitrobenzonitrile
619-24-9

3-nitrobenzonitrile

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
With sodium tetrahydroborate; copper ferrite In water for 0.333333h; Reflux; Green chemistry; chemoselective reaction;92%
3-nitrobenzaldoxime
3717-30-4

3-nitrobenzaldoxime

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
Rh-C89.2%
With sodium hydroxide; hydrogen; toluene-4-sulfonic acid; Pt-C In 1,4-dioxane72.9%
concentrated ammonia water

concentrated ammonia water

3-nitrobenzaldoxime
3717-30-4

3-nitrobenzaldoxime

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
With hydrogen; Pd-C In acetic acid; ethyl acetate77%
1-azidomethyl-3-nitrobenzene
126799-84-6

1-azidomethyl-3-nitrobenzene

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
With hydrogenchloride; indium In tetrahydrofuran at 20℃; for 5h;73%
3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
With pyridine; carbon palladium In methanol; ethyl acetate53%
3-nitrobenzylamine
7409-18-9

3-nitrobenzylamine

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
With hydrogenchloride; tin
2-(3-aminobenzyl)isoindoline-1,3-dione
77147-14-9

2-(3-aminobenzyl)isoindoline-1,3-dione

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
With ethanol; hydrazine hydrate Erwaermen des Reaktionsprodukts mit wss.Salzsaeure;
3-nitrobenzylamine hydrochloride
26177-43-5

3-nitrobenzylamine hydrochloride

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol for 1h;
3-Aminobenzamide
3544-24-9

3-Aminobenzamide

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran
2-(3-nitrobenzyl)isoindoline-1,3-dione
21081-63-0

2-(3-nitrobenzyl)isoindoline-1,3-dione

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: platinum; acetic acid / Hydrogenation
2: ethanol; hydrazine hydrate / Erwaermen des Reaktionsprodukts mit wss.Salzsaeure
View Scheme
3-Nitrobenzyl chloride
619-23-8

3-Nitrobenzyl chloride

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 120 °C / und Spaltung des entstandenen N-<3-nitro-benzyl>-phthalimids durch Erhitzen mit rauch. Salzsaeure bei 200grad
2: tin; hydrochloric acid
View Scheme
2',3'-isopropylidene-6-chloropurine-riboside-5'-methyluronamide

2',3'-isopropylidene-6-chloropurine-riboside-5'-methyluronamide

2',3'-Isopropylideneinosine 5'-carboxylic acid

2',3'-Isopropylideneinosine 5'-carboxylic acid

3-nitrobenzylamine hydrochloride
26177-43-5

3-nitrobenzylamine hydrochloride

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

Conditions
ConditionsYield
With hydrogenchloride; thionyl chloride; sodium hydrogencarbonate; methylamine; palladium-carbon In N-methyl-acetamide; methanol; chloroform; water
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

3-tert-butoxycarbonylaminomethylaniline
147291-66-5

3-tert-butoxycarbonylaminomethylaniline

Conditions
ConditionsYield
In 1,4-dioxane100%
In acetonitrile at 20℃;100%
With TEA In dichloromethane at 0℃; for 2h;100%
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

N-(3-aminobenzyl)-2,2,2-trifluoroacetamide
400720-32-3

N-(3-aminobenzyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
In methanol at 20℃;100%
In tetrahydrofuran at 20℃;98%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

phenyl isocyanate
103-71-9

phenyl isocyanate

1-(3-aminobenzyl)-3-phenylurea
515153-75-0

1-(3-aminobenzyl)-3-phenylurea

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 16h;100%
cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

trimethyl orthoformate
149-73-5

trimethyl orthoformate

C21H22N2O8

C21H22N2O8

Conditions
ConditionsYield
Stage #1: cycl-isopropylidene malonate; trimethyl orthoformate for 1h; Reflux;
Stage #2: m-aminobenzylamine for 2h; Reflux;
100%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

C20H17NO4

C20H17NO4

(3-aminobenzyl)carbamic acid 9H-fluoren-9-ylmethyl ester
250684-60-7

(3-aminobenzyl)carbamic acid 9H-fluoren-9-ylmethyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 3.5h; pH=8;99%
ethyl 5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate
65191-07-3

ethyl 5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

N-[(3-aminophenyl)methyl]-5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxamide
935760-31-9

N-[(3-aminophenyl)methyl]-5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxamide

Conditions
ConditionsYield
In tetrahydrofuran at 80℃; for 15h;97%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

tert-butyl 3-isocyanatobenzylcarbamate

tert-butyl 3-isocyanatobenzylcarbamate

Conditions
ConditionsYield
With triethylamine In dichloromethane; acetonitrile for 1h;94%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

ethyl acetate
141-78-6

ethyl acetate

3-acetylaminomethylaniline
180080-56-2

3-acetylaminomethylaniline

Conditions
ConditionsYield
With acetic acid at 80℃; for 20h; Sealed tube; chemoselective reaction;94%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

benzyl chloroformate
501-53-1

benzyl chloroformate

3-(aminomethyl)-N-(benzyloxycarbonyl)phenylamine
1095512-62-1

3-(aminomethyl)-N-(benzyloxycarbonyl)phenylamine

Conditions
ConditionsYield
With acetic acid In 1,4-dioxane; water at 20℃; pH=4.5; regioselective reaction;93%
tert-Butyl peroxybenzoate
614-45-9

tert-Butyl peroxybenzoate

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

N-(3-aminobenzyl)benzamide
180150-44-1

N-(3-aminobenzyl)benzamide

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 14h; chemoselective reaction;93%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

2-(3-aminobenzyl)-1,2-dihydro-3H-indazol-3-one

2-(3-aminobenzyl)-1,2-dihydro-3H-indazol-3-one

Conditions
ConditionsYield
With carbon dioxide In tetrahydrofuran at 20℃; under 760.051 Torr; for 24h; UV-irradiation;93%
With carbon dioxide In tetrahydrofuran at 25℃; for 24h; UV-irradiation;93%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

m-cyanoaniline
2237-30-1

m-cyanoaniline

Conditions
ConditionsYield
With C68H64Cl2N6P2Ru2(4+)*2F6P(1-)*2Cl(1-); caesium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere; Green chemistry;92.8%
With HRu(1,3-bis(6'-methyl-2'-pyridylimino)isoindoline)(PPh3)2 In toluene at 110℃; for 24h; Inert atmosphere; Glovebox; chemoselective reaction;54%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

6,7-dimethoxy-4-chloroquinazoline
13790-39-1

6,7-dimethoxy-4-chloroquinazoline

N-(3-aminobenzyl)-6,7-dimethoxy-quinazolin-4-amine

N-(3-aminobenzyl)-6,7-dimethoxy-quinazolin-4-amine

Conditions
ConditionsYield
With triethylamine In isopropyl alcohol at 80℃; for 12h;92.56%
With triethylamine In dichloromethane at 20℃; for 8h;
With triethylamine In dichloromethane at 20℃;
1,1,3,3-tetramethylbutane isonitrile
14542-93-9

1,1,3,3-tetramethylbutane isonitrile

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

1-(3-aminobenzyl)-3-(2,4,4-trimethylpentan-2-yl)thiourea

1-(3-aminobenzyl)-3-(2,4,4-trimethylpentan-2-yl)thiourea

Conditions
ConditionsYield
With sulfur at 20℃; chemoselective reaction;92%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

1,3-diphenyl-2-propynone
7338-94-5

1,3-diphenyl-2-propynone

(Z)-3-((3-aminobenzyl)amino)-1,3-diphenylprop-2-en-1-one

(Z)-3-((3-aminobenzyl)amino)-1,3-diphenylprop-2-en-1-one

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; for 5h; chemoselective reaction;92%
3,5-Di-tert-butylcatechol
1020-31-1

3,5-Di-tert-butylcatechol

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

3-(5,7-di-tert-butylbenzo[d]oxazol-2-yl)aniline

3-(5,7-di-tert-butylbenzo[d]oxazol-2-yl)aniline

Conditions
ConditionsYield
With iron oxide In ethanol at 25℃; for 2h;91%
With manganese oxide octahedral molecular sieve-supported copper hydroxide; air In ethanol at 20℃; for 2h; Green chemistry;70%
carbon disulfide
75-15-0

carbon disulfide

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

methyl N-(chloroacetyl)carbamate
13558-70-8

methyl N-(chloroacetyl)carbamate

3-(3-aminobenzyl)-2-thioxothiazolidin-4-one

3-(3-aminobenzyl)-2-thioxothiazolidin-4-one

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 0.166667h;91%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

A

N-(3-(aminomethyl)phenyl)-1-tert-butyl-1,1-dimethylsilanamine
1321455-62-2

N-(3-(aminomethyl)phenyl)-1-tert-butyl-1,1-dimethylsilanamine

B

1-tert-butyl-N-(3-(tert-butyldimethylsilylamino)benzyl)-1,1-dimethylsilanamine
1321455-64-4

1-tert-butyl-N-(3-(tert-butyldimethylsilylamino)benzyl)-1,1-dimethylsilanamine

Conditions
ConditionsYield
Stage #1: m-aminobenzylamine With methyllithium In 2-methyltetrahydrofuran; diethyl ether at -50℃; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In 2-methyltetrahydrofuran; diethyl ether at -50℃; for 3.16667h; Inert atmosphere; regioselective reaction;
A 90%
B 4%
oct-1-ene
111-66-0

oct-1-ene

carbon monoxide
201230-82-2

carbon monoxide

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

N-(3-aminobenzyl)nonanamide

N-(3-aminobenzyl)nonanamide

Conditions
ConditionsYield
With rhodium(III) chloride trihydrate In toluene at 100℃; under 37503.8 Torr; for 20h; Inert atmosphere; Autoclave;90%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

2,4,6-trimethylbenzene-1-sulfonyl fluoride
384-98-5

2,4,6-trimethylbenzene-1-sulfonyl fluoride

N-(3-aminobenzyl)-2,4,6-trimethylbenzenesulfonamide

N-(3-aminobenzyl)-2,4,6-trimethylbenzenesulfonamide

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 25℃; for 24h; Sealed tube;89%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

α-(3-aminocyclohexyl)methylamine
97087-59-7

α-(3-aminocyclohexyl)methylamine

Conditions
ConditionsYield
87%
azidoacetic acid succinimidyl ester

azidoacetic acid succinimidyl ester

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

2-azido-N-(3-aminobenzyl)acetamide

2-azido-N-(3-aminobenzyl)acetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;87%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

artesunate
88495-63-0

artesunate

C26H36N2O7

C26H36N2O7

Conditions
ConditionsYield
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 2h; Inert atmosphere;86.2%
m-aminobenzylamine
4403-70-7

m-aminobenzylamine

benzamide
55-21-0

benzamide

N-(3-aminobenzyl)benzamide
180150-44-1

N-(3-aminobenzyl)benzamide

Conditions
ConditionsYield
With benzoic acid In para-xylene at 130℃; for 8h; Inert atmosphere; Schlenk technique;86%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

m-aminobenzylamine
4403-70-7

m-aminobenzylamine

1,3-diphenyl-2-propynone
7338-94-5

1,3-diphenyl-2-propynone

tert-butyl (3-(benzamidomethyl)phenyl)carbamate

tert-butyl (3-(benzamidomethyl)phenyl)carbamate

Conditions
ConditionsYield
Stage #1: m-aminobenzylamine; 1,3-diphenyl-2-propynone With lithium tert-butoxide In dichloromethane at 20℃; for 2h;
Stage #2: di-tert-butyl dicarbonate In dichloromethane at 20℃; for 12h; chemoselective reaction;
86%

4403-70-7Relevant articles and documents

Green and convenient protocols for the efficient reduction of nitriles and nitro compounds to corresponding amines with NaBH4 in water catalyzed by magnetically retrievable CuFe2O4 nanoparticles

Zeynizadeh, Behzad,Mohammad Aminzadeh, Farkhondeh,Mousavi, Hossein

, (2019/03/23)

Abstract: In this study, firstly, CuFe2O4 nanoparticles were prepared by a simple operation. The structure of the mentioned nanoparticles was characterized by Fourier transform infrared spectroscopy, X-ray diffraction, scanning electron microscopy, transmission electron microscopy, energy-dispersive X-ray spectroscopy, inductively coupled plasma-optical emission spectrometry, vibrating sample magnetometer and also Brunauer–Emmett–Teller and Barrett–Joyner–Halenda analyses. The prepared magnetically copper ferrite nanocomposite was successfully applied as a simple, cost-effective, practicable, and recoverable catalyst on the green, highly efficient, fast, base-free, and ligand-free reduction of nitriles and also on the affordable and eco-friendly reduction of nitro compounds with the broad substrate scope to the corresponding amines with NaBH4 in water at reflux in high to excellent yields. Graphical abstract: [Figure not available: see fulltext.].

Mild palladium-catalysed highly efficient hydrogenation of CN, C-NO2, and CO bonds using H2 of 1 atm in H2O

Liu, Yaxu,He, Shaopo,Quan, Ziyi,Cai, Huizhuo,Zhao, Yang,Wang, Bo

supporting information, p. 830 - 838 (2019/02/27)

Here we present the first example of a mild and high-efficiency protocol enabling a process in water using 1 atm of H2 for the efficient and selective hydrogenation of nitriles, nitro compounds, ketones, and aldehydes to yield primary amines and alcohols with satisfactory yields of up to >99%. Several palladium-based nanoparticle catalysts were prepared from K2PdCl4 and ligands, and one of them was found to be the best and most suitable for the hydrogenation of CN, C-NO2, and CO bonds. In addition, the catalyst Pd-NPs can be easily recycled and reused without losing their activity and selectivity. A plausible mechanism for the hydrogenation of a CN bond was also proposed, representing the first example that possesses great potential for sustainable industrial purposes.

Selective Hydrogenation of Nitriles to Primary Amines by using a Cobalt Phosphine Catalyst

Adam, Rosa,Bheeter, Charles Beromeo,Cabrero-Antonino, Jose R.,Junge, Kathrin,Jackstell, Ralf,Beller, Matthias

, p. 842 - 846 (2017/03/17)

A general procedure for the catalytic hydrogenation of nitriles to primary amines by using a non-noble metal-based system is presented. Co(acac)3 in combination with tris[2-(dicyclohexylphosphino)ethyl]phosphine efficiently catalyzes the selective hydrogenation of a wide range of (hetero)aromatic and aliphatic nitriles to give the corresponding amines.

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